PMID- 34753005
OWN - NLM
STAT- MEDLINE
DCOM- 20220404
LR  - 20220405
IS  - 1873-426X (Electronic)
IS  - 0008-6215 (Linking)
VI  - 511
DP  - 2022 Jan
TI  - Amide-linked brartemicin glycolipids exhibit Mincle-mediated agonist activity in 
      vitro.
PG  - 108461
LID - S0008-6215(21)00230-5 [pii]
LID - 10.1016/j.carres.2021.108461 [doi]
AB  - Lipidated derivatives of the natural product brartemicin show much promise as 
      vaccine adjuvants due to their ability to signal through the Macrophage Inducible 
      C-type Lectin (Mincle). We synthesised three lipophilic amide-linked brartemicin 
      derivatives and compared their agonist activity to that of their ester-linked 
      counterparts in vitro. We demonstrate that the brartemicin amide derivatives 
      activate bone-marrow-derived macrophages (BMDMs) in a Mincle-dependent manner, as 
      evidenced by the production of the pro-inflammatory cytokine IL-1beta in wildtype 
      but not Mincle(-)(/-) cells. The amide derivatives showed activity that was as 
      good as, if not better than, their ester counterparts. Two of the amide 
      derivatives, but none of the ester-derivatives, also led to the production of 
      IL-1beta by human-derived monocytes. As the production of IL-1beta is a good indicator 
      of vaccine adjuvanticity potential, these findings suggest that amide-linked 
      brartemicin derivatives show particular promise as vaccine adjuvants.
CI  - Copyright (c) 2021 Elsevier Ltd. All rights reserved.
FAU - Dangerfield, Emma M
AU  - Dangerfield EM
AD  - School of Chemical and Physical Sciences, Victoria University of Wellington, PO 
      Box 600, Wellington, New Zealand; Centre for Biodiscovery, Victoria University of 
      Wellington, PO Box 600, Wellington, New Zealand.
FAU - Lynch, Amy T
AU  - Lynch AT
AD  - School of Chemical and Physical Sciences, Victoria University of Wellington, PO 
      Box 600, Wellington, New Zealand; Centre for Biodiscovery, Victoria University of 
      Wellington, PO Box 600, Wellington, New Zealand.
FAU - Kodar, Kristel
AU  - Kodar K
AD  - School of Chemical and Physical Sciences, Victoria University of Wellington, PO 
      Box 600, Wellington, New Zealand; Centre for Biodiscovery, Victoria University of 
      Wellington, PO Box 600, Wellington, New Zealand.
FAU - Stocker, Bridget L
AU  - Stocker BL
AD  - School of Chemical and Physical Sciences, Victoria University of Wellington, PO 
      Box 600, Wellington, New Zealand; Centre for Biodiscovery, Victoria University of 
      Wellington, PO Box 600, Wellington, New Zealand. Electronic address: 
      bridget.stocker@vuw.ac.nz.
FAU - Timmer, Mattie S M
AU  - Timmer MSM
AD  - School of Chemical and Physical Sciences, Victoria University of Wellington, PO 
      Box 600, Wellington, New Zealand; Centre for Biodiscovery, Victoria University of 
      Wellington, PO Box 600, Wellington, New Zealand. Electronic address: 
      mattie.timmer@vuw.ac.nz.
LA  - eng
PT  - Journal Article
DEP - 20211029
PL  - Netherlands
TA  - Carbohydr Res
JT  - Carbohydrate research
JID - 0043535
RN  - 0 (Amides)
RN  - 0 (Glycolipids)
RN  - 0 (Lectins, C-Type)
RN  - 0 (brartemicin)
RN  - B8WCK70T7I (Trehalose)
SB  - IM
MH  - Amides/pharmacology
MH  - *Glycolipids/pharmacology
MH  - Humans
MH  - *Lectins, C-Type
MH  - Trehalose/analogs & derivatives
OTO - NOTNLM
OT  - Adjuvant
OT  - Brartemicin
OT  - Glycolipid
OT  - Mincle
OT  - Synthesis
OT  - Trehalose
EDAT- 2021/11/10 06:00
MHDA- 2022/04/05 06:00
CRDT- 2021/11/09 20:16
PHST- 2021/08/10 00:00 [received]
PHST- 2021/10/17 00:00 [revised]
PHST- 2021/10/18 00:00 [accepted]
PHST- 2021/11/10 06:00 [pubmed]
PHST- 2022/04/05 06:00 [medline]
PHST- 2021/11/09 20:16 [entrez]
AID - S0008-6215(21)00230-5 [pii]
AID - 10.1016/j.carres.2021.108461 [doi]
PST - ppublish
SO  - Carbohydr Res. 2022 Jan;511:108461. doi: 10.1016/j.carres.2021.108461. Epub 2021 
      Oct 29.